Nordihydroguaiaretic acid
Names
[ CAS No. ]:
500-38-9
[ Name ]:
Nordihydroguaiaretic acid
[Synonym ]:
1,2-Benzenediol, 4-[(2R,3S)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]-
meso-4,4'-(2,3-Dimethyltetramethylene)dipyrocatechol
MFCD00002206
1,4-Bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane
Nordihydroguaiaretic acid
Nordihydroguaiaretic acid (meso-form)
MESO-NORDIHYDROGUAIARETIC ACID
Nordihydroguairaretic acid
4,4'-(2,3-Dimethyltetramethylene)dipyrocatechol
Actinex
NDGA
4-[(2R,3S)-4-(3,4-Dihydroxyphenyl)-2,3-dimethylbutyl]-1,2-benzenediol
b,g-Dimethyl-a,d-bis(3,4-dihydroxyphenyl)butane
Masoprocol
4-[(2R,3S)-4-(3,4-Dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
1,2-Benzenediol,4,4'-(2,3-dimethyl-1,4-butanediyl)bis-
Nordihydro Guaiaretic Acid
EINECS 207-903-0
Biological Activity
[Description]:
[Related Catalog]:
[Target]
IC50: 8±3 μM (5LOX)[1]
[In Vitro]
[In Vivo]
[Cell Assay]
[Animal admin]
[References]
[Related Small Molecules]
Chemical & Physical Properties
[ Density]:
1.2±0.1 g/cm3
[ Boiling Point ]:
526.5±45.0 °C at 760 mmHg
[ Melting Point ]:
184-189ºC
[ Molecular Formula ]:
C18H22O4
[ Molecular Weight ]:
302.365
[ Flash Point ]:
247.8±23.3 °C
[ Exact Mass ]:
302.151794
[ PSA ]:
80.92000
[ LogP ]:
3.71
[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C
[ Index of Refraction ]:
1.627
[ Storage condition ]:
Freezer (-20°C)
[ Stability ]:
Stable. Incompatible with oxidizing agents.
[ Water Solubility ]:
slightly soluble
MSDS
Toxicological Information
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- UX1750000
- CHEMICAL NAME :
- Pyrocatechol, 4,4'-(2,3-dimethyltetramethylene)di-
- CAS REGISTRY NUMBER :
- 500-38-9
- LAST UPDATED :
- 199806
- DATA ITEMS CITED :
- 8
- MOLECULAR FORMULA :
- C18-H22-O4
- MOLECULAR WEIGHT :
- 302.40
- WISWESSER LINE NOTATION :
- QR BQ D1Y1&Y1&1R CQ DQ
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 2 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 2 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 550 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - guinea pig
- DOSE/DURATION :
- 830 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- Mutation test systems - not otherwise specified
MUTATION DATA
- TEST SYSTEM :
- Rodent - mouse
- DOSE/DURATION :
- 35300 ug/kg
- REFERENCE :
- MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 412,139,1998
Safety Information
[ Symbol ]:
GHS07
[ Signal Word ]:
Warning
[ Hazard Statements ]:
H302-H315-H319-H335
[ Precautionary Statements ]:
P261-P305 + P351 + P338
[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves
[ Hazard Codes ]:
Xn:Harmful;
[ Risk Phrases ]:
R22;R36/37/38
[ Safety Phrases ]:
S26-S37/39
[ RIDADR ]:
NONH for all modes of transport
[ WGK Germany ]:
3
[ RTECS ]:
UX1750000
[ HS Code ]:
2907299090
Synthetic Route
Precursor & DownStream
Precursor
DownStream
Customs
[ HS Code ]: 2907299090
[ Summary ]:
2907299090 polyphenols; phenol-alcohols。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:5.5%。general tariff:30.0%
Articles
J. Cell Biol. 210 , 23-33, (2015)
Proteins associated with the centrosome play key roles in mitotic progression in mammalian cells. The activity of Cdk1-opposing phosphatases at the centrosome must be inhibited during early mitosis to...
Inhibitors of the 5-lipoxygenase arachidonic acid pathway induce ATP release and ATP-dependent organic cation transport in macrophagesBiochim. Biophys. Acta 1838(7) , 1967-77, (2014)
We have previously described that arachidonic acid (AA)-5-lipoxygenase (5-LO) metabolism inhibitors such as NDGA and MK886, inhibit cell death by apoptosis, but not by necrosis, induced by extracellul...
All-trans retinoic acid prevents oxidative stress-induced loss of renal tight junction proteins in type-1 diabetic model.J. Nutr. Biochem. 26 , 441-54, (2015)
We previously reported that diabetes decreased the expression of renal tight junction (TJ) proteins claudin-5 in glomerulus, and claudin-2 and occludin in proximal tubule through an oxidative stress d...